Rockport Vacations from ￥357,898
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The Latest Rockport Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Arcadian Hotel
Coolidge Corner
￥365,926
per person
Sep 27 - Oct 3
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.2/10 Very Good! (4,382 reviews)
breakfast pretty sparse, air conditioning did not work, no fan the bathroom… room otherwise clean. good location
Reviewed on Aug 22, 2026
The Lenox Hotel Boston
Back Bay
￥475,042
per person
Sep 27 - Oct 3
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (1,646 reviews)
I’ve stayed at the Lenox more than 10 times. It hasn’t changed and it this is good. Best hotel in town by far
Reviewed on Aug 22, 2026
Hyatus Luxury Residences Somerville
Assembly Square
￥389,089
per person
Sep 24 - Sep 28
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
10/10 Exceptional! (1 review)
I have lived a long time, but I have never experienced a stay as warm and beautiful as this luxury furnished apartment. Every corner felt lovingly prepared, and I often caught myself smiling at how comfortable and peaceful the home was. The modern touches wowed me and the place wrapped me in the familiar coziness of being in a real home. I will remember this stay fondly and with great gratitude to the team at building and leasing team.
Reviewed on Dec 6, 2025
Find the Best Rockport Vacation Packages
Rockport Beach Vacation
There's nothing like a Rockport vacation to give yourself a little boost. The soothing melody of rolling surf and the smell of clean ocean air are sure to recharge your mind and body. To be close to the city center on your trip to Rockport, base yourself around Front Beach (0.32 kilometers away). If you're intending to stay for a bit, look into our Rockport packages. Not only can you save some cash, you'll also have other incredible beaches near you to explore, like Pebble Beach and Back Beach. We call that a win-win!
Things You Should Know About Rockport
- Drift off to sleep to the calming sounds of the sea in one of our Rockport beach hotels. There's nothing like staying right near the water.
- Alternatively, browse our range of private vacation homes. They're a hit with travelers planning a vacation in Rockport. Begin your search with Emerson Inn and The Cove at Rockport Hotel.
- Rockport is home to approximately 5,000 people. Why not get out and mingle with some of them? It's a terrific way to pick up a bit of inside intel on the place! Also look up our Rockport things to do page.
- After you've made some great savings by booking a Rockport vacation package, you can splurge on unforgettable travel experiences. Motif No 1, Pebble Beach and Paper House are a few attractions that should be on your itinerary.
Rockport Hotel Deals
Rockport Inn And Suites
183 Main Street Rockport MA
Fully refundableReserve now, pay when you stay
￥30,076
￥33,596 total
Sep 22 - Sep 23
includes taxes & fees
8.6/10 Excellent! (1,564 reviews)
"nothing to add"
Reviewed on Aug 20, 2026
The Rockport House
17 Pleasant St Rockport MA
Fully refundableReserve now, pay when you stay
￥26,222
￥33,729 total
Sep 2 - Sep 3
includes taxes & fees
9.4/10 Exceptional! (259 reviews)
"Wow. We were not expecting such an incredible experience at what I thought was going to just be a room in a weird house. Absolutely stunning, ultra modern, perfectly located property that is unlike any other I’ve ever visited. The beds were made of pure heaven & the pillows were divine. We were in ..."
Reviewed on Aug 22, 2026
The Cove at Rockport Hotel
1 King St Rockport MA
Fully refundableReserve now, pay when you stay
￥32,718
￥36,546 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (185 reviews)
"Check in and check out we’re very easy -able to be completed via phone. The hotel and room were beautiful and so clean. They had plenty of towels, make-up removal kits, and coffee supplies to share among 3 girls! Close walk into down-town area and across the street from the beach. Nice roof top area ..."
Reviewed on Aug 17, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Rockport attractions
Cape Ann
9.4/10 (295 reviews)
Cape Ann blends coastal beauty with a vibrant arts scene, anchored by Rockport's iconic Motif No. 1. Explore charming Bearskin Neck's galleries or attend a concert at the oceanfront Shalin Liu Performance Center.
Halibut Point State Park
9.4/10 (90 reviews)
Explore a historic granite quarry surrounded by dramatic coastal scenery and expansive ocean vistas. Traverse 2.5 miles of trails winding through rocky shores and tide pools teeming with marine life.
Motif No 1
9.4/10 (103 reviews)
This iconic red fishing shack, Motif No. 1, stands as America's most painted building on Rockport Harbor. Capture its timeless maritime charm while exploring nearby galleries.
Front Beach
9.4/10 (93 reviews)
This sandy haven in Rockport offers gentle waters perfect for swimming and a unique floating dock for sunbathing. Explore nearby tide pools at low tide or enjoy a picnic with ocean views just steps from downtown.
Shalin Liu Performance Center
9.0/10 (39 reviews)
This intimate concert venue features a glass backdrop revealing Sandy Bay's shimmering waters behind performers. Experience world-class chamber music while sunset paints the ocean horizon beyond the stage.
Pebble Beach
9.2/10 (49 reviews)
Pebble Beach's shoreline of smooth, rounded stones creates a unique coastal escape along Cape Ann. Listen to waves tumble over stones while beachcombing or photographing the dramatic Atlantic scenery.
Back Beach
9.0/10 (26 reviews)
Back Beach offers a serene mix of sandy and rocky shoreline with excellent scuba diving opportunities. Enjoy the peaceful New England coastal views or explore the rich Atlantic marine life beneath the waves.
Halibut Point Reservation
9.6/10 (14 reviews)
This former granite quarry offers striking ocean views and a glimpse into New England's industrial past. Wander the rocky shoreline to discover vibrant tide pools and watch seabirds soar above the Atlantic.
What to do in Rockport
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
￥7,979
per adult
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
￥2,712
per traveler
80% of travellers recommend
Massachusetts: Smartphone-Based Audio Tour Bundle
￥7,979
per traveler
Frequently asked questions
How much does a Rockport vacation package cost?
Offering excellent value package deals from ￥357,898 on Expedia, you'll be thrilled with how little a vacation to Rockport costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Rockport?
You can typically find reduced prices and better availability in December, January and February. Check out our cheap Rockport vacation packages and you could score some great off-season discounts.
How many days is enough for Rockport?
For your Rockport vacation, a handful of days will be enough to tour the highlights. Be sure to check out Back Beach — it's one of the leading sights in this destination. If you want more activities, think about basing yourself here and venturing off on some trips from Rockport.
Is it worth booking a vacation package to Rockport?
Rockport offers everything you need for an amazing escape. Get your Rockport vacation off to a flying start by exploring major attractions like Cape Ann.
How to find the best Rockport package deals?
Use Expedia's handy filters to help you find some tempting Rockport package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Rockport package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Rockport vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and stays individually. Better still, you can personalize your Rockport getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Rockport?
If you're considering a spur-of-the-moment Rockport adventure, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Rockport?
- Pick your travel dates: What you'd like to do in Rockport and your preferred season will help you decide when to travel.
- Set a budget: Factor in costs like transportation, flights and meals when working out how much to set aside for your trip to Rockport. Then, choose a property that fits your budget, whether that's an affordable stay or a more luxurious getaway.
- Work out your trip length: Think about how much time you'd like to spend discovering Rockport. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
- Combine your airfare and accommodations: After you've settled on your dates and duration, book the ideal Rockport vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
